New Yorkers are a famously hard lot to impress. Celeb-chef restaurant? Been there. Private club? That too. When everything else is passé, event hosts start fantasizing about some of New York’s singular locations. But can you actually book them? We found out.

To show off John Varvatos's first sportswear collection for the sneaker brand, a mix of old- and new-school cool—cafeteria-style food, a fashion show, and punk rock—filled the Xavier High School gymnasium.